Narrative Career Therapy (NCT) is recognised in this paper as having relevance for career practitioners who are working to create meaning for their clients in complex work life situations. Re-authoring Career Narratives is described as a practice that involves principles of NCT and these principles contribute to the exploration of agentive development. Re-authoring Career Narratives is demonstrated to support clients to navigate the reality that career learning is lifelong and evolving. We propose that a NCT requires practitioners to place emphasis on the contexts in which discourse is developed which can facilitate greater awareness of a client’s career identity and capacity to navigate uncertainty. We use a narrative research approach to explore how re-authoring practices assist clients to make career decisions. We recommend that re-authoring practices assist clients to reconstruct their stories and to gain insight into career identity as an evolving contextual phenomenon responsive to changing career and work landscapes.